A house with a tower, sand dunes, and a sunset over a pier.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Hampton Roads vacation homes

A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

1. Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.8 out of 10, Exceptional, (9 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is ￥12,732
￥42,354 total
includes taxes & fees
Aug 31 - Sep 1
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

2. Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (30 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is ￥20,822
￥52,938 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

3. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (54 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is ￥29,406
￥52,781 total
includes taxes & fees
Sep 22 - Sep 23
3-bedroom home away from home in fabulous Chesapeake, Virginia.

4. The Villas at Hatteras Landing by Kees Vacations

The Villas at Hatteras Landing by Kees Vacations
3.5 star property
Hatteras
8.4 out of 10, Very Good, (291 reviews)
"The location was convenient to everything."
United States
Ken
The price is ￥18,317
￥24,058 total
includes taxes & fees
Aug 31 - Sep 1
The Villas at Hatteras Landing by Kees Vacations
A living room with a fireplace, a ceiling fan, a TV mounted above it, and a dining area in the background.

5. Comfort near the water and University

Comfort near the water and University
Elizabeth city
8.0 out of 10, Very Good, (7 reviews)
"Everything was wonderful"
United States
Marc
The price is ￥19,869
￥56,579 total
includes taxes & fees
Aug 25 - Aug 26
Comfort near the water and University
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

6. Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
8.6 out of 10, Excellent, (11 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is ￥21,458
￥37,038 total
includes taxes & fees
Sep 8 - Sep 9
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A two-story building with a balcony, a satellite dish, and a small garden area.

7. Small Cozy 2-bedroom house in tranquil Elizabeth City with AC. and wifi. cable

Small Cozy 2-bedroom house in tranquil Elizabeth City with AC. and wifi. cable
Elizabeth City
The price is ￥16,165
￥25,451 total
includes taxes & fees
Aug 30 - Aug 31
Small Cozy 2-bedroom house in tranquil Elizabeth City with AC. and wifi. cable
A balcony with a table and two chairs, overlooking a body of water with boats and buildings in the background.

8. Knot Three- Balcony View of ICW- Dog Friendly!

Knot Three- Balcony View of ICW- Dog Friendly!
Coinjock
8.4 out of 10, Very Good, (6 reviews)
"The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!"
United States
Pam P.
The price is ￥16,930
￥38,802 total
includes taxes & fees
Sep 22 - Sep 23
Knot Three- Balcony View of ICW- Dog Friendly!
A beach at sunset with a building in the background.

9. Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (47 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
The price is ￥19,869
￥52,575 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Beach Home in Oceanview
A small, single-story building with a porch, a seating area with chairs and a table, and a welcome sign.

10. Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
Franklin
9.8 out of 10, Exceptional, (46 reviews)
"Wonderful property!"
United States
Virginia G.
The price is ￥17,882
￥25,494 total
includes taxes & fees
Aug 25 - Aug 26
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
A wooden deck with a view of a sunset over a body of water, surrounded by grass and trees.

11. Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks

Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks
Kill Devil Hills
10.0 out of 10, Exceptional, (241 reviews)
"This is a wonderful place to stay. The location is on a quiet street with the most amazing views of the sound. The host is very friendly, responsive and helpful. We’ve stayed here several times and will be back."
United States
Tiffanie H.
The price is ￥21,458
￥32,796 total
includes taxes & fees
Aug 25 - Aug 26
Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

12. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.2 out of 10, Very Good, (44 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is ￥20,505
￥55,498 total
includes taxes & fees
Sep 1 - Sep 2
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A modern dining area with a glass table, blue upholstered chair, and black chairs.

13. Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (36 reviews)
"Great little house beach was good for small kids first trip to beach"
United States
Layton H.
The price is ￥21,013
￥68,385 total
includes taxes & fees
Sep 8 - Sep 9
Sojourn | Coastal Cottage | 3 BR
A sunset over the ocean with waves.

14. Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach

Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach
Corolla
10.0 out of 10, Exceptional, (32 reviews)
"Property as described, we had a great time! Will definitely be back. "
United States
Linda B.
The price is ￥35,764
￥158,785 total
includes taxes & fees
Aug 26 - Aug 27
Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach
A kitchen with a wooden island, bar stools, a ceiling fan, and a refrigerator.

15. Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Bayview
8.0 out of 10, Very Good, (3 reviews)
"Enjoyed walking to the beach."
United States
Donna G.
The price is ￥21,458
￥55,864 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
A modern kitchen with white cabinets, a wooden dining table, and a blue accent wall.

16. Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.8 out of 10, Exceptional, (20 reviews)
"The property was conveniently located at the beach yet close to Regent University. A great parents’ weekend and graduation getaway spot."
United States
Thomas M.
Beach Bungalow King Bed 1 Floor Living
A living room with a fireplace, a television, a sofa, a coffee table, and a kitchen area in the background.

17. The "KINGSDALE" 2 Bedrooms

The "KINGSDALE" 2 Bedrooms
Franklin
10.0 out of 10, Exceptional, (9 reviews)
"We loved staying at the "KINGSDALE" during our recent visit to Franklin VA. The house was immaculate and the host was very responsive and the check-in and check-out process was super easy. I highly recommend!"
United States
Stan C.
The price is ￥28,611
￥44,120 total
includes taxes & fees
Aug 25 - Aug 26
The "KINGSDALE" 2 Bedrooms
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

18. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Little too cold for swimming but the pool was beautiful. House was very clean and comfortable. We had 8 staying and we didn’t feel on top of each other. One of our party left her jewelry behind but the owner was great and arrangements where made to get them back to her. Would definitely stay again!"
United States
Dawn J.
The price is ￥54,838
￥110,885 total
includes taxes & fees
Sep 7 - Sep 8
Wooded Wonderland
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

19. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"Great walkable location. Love the historic charm. Could use some yard cleanup but overall wonderful property, location, easy check in and love the bathroom and kitchen decor"
United States
Jonathan M.
The price is ￥20,028
￥58,203 total
includes taxes & fees
Aug 25 - Aug 26
Radiant Gloucester House w/ Private Porch!
A living room with a blue sofa, yellow armchair, and a television. There is a sliding glass door leading to an outdoor area with a deck.

20. 🏝Relax Shack Brand New Listing OBX Surf Sunsets

🏝Relax Shack Brand New Listing OBX Surf Sunsets
Kill Devil Hills
10.0 out of 10, Exceptional, (49 reviews)
"The Relax Shack is awesome! The owners were very responsive and accommodating. If we ever need to rent again in Kill Devil Hills this is where we'll be staying! "
United States
Adam W.
The price is ￥19,710
￥48,032 total
includes taxes & fees
Aug 25 - Aug 26
🏝Relax Shack Brand New Listing OBX Surf Sunsets
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hampton Roads Hotel Reviews

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

8/10 Good
"We had a great stay. We would definitely stay here again. Everything was as it should be thank you to all the staff"
Jessica 3-night trip
Posted 2 hours ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Find out more about Hampton Roads

Hampton Roads Vacation Homes information

Number of reviews
739
Accommodation
896 Vacation Homes
Lowest Price
￥24,058
Highest Price
￥158,785